data_5SZ # _chem_comp.id 5SZ _chem_comp.name "6-[(1~{R})-1-[8-fluoranyl-6-(3-methyl-1,2-oxazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl]-1,6-naphthyridin-5-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H15 F N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-25 _chem_comp.pdbx_modified_date 2016-02-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 390.371 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5SZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5EYC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 5SZ C20 C1 C 0 1 N N N 28.289 32.028 60.682 -6.520 3.440 -0.918 C20 5SZ 1 5SZ C18 C2 C 0 1 Y N N 27.050 31.874 59.801 -5.640 2.387 -0.297 C18 5SZ 2 5SZ C19 C3 C 0 1 Y N N 26.284 30.779 59.733 -4.754 1.523 -0.974 C19 5SZ 3 5SZ N6 N1 N 0 1 Y N N 26.609 32.829 58.983 -5.543 2.101 0.970 N6 5SZ 4 5SZ O2 O1 O 0 1 Y N N 25.459 32.311 58.352 -4.754 1.207 1.173 O2 5SZ 5 5SZ C7 C4 C 0 1 Y N N 25.288 31.041 58.872 -4.201 0.771 0.027 C7 5SZ 6 5SZ C1 C5 C 0 1 Y N N 24.267 30.201 58.431 -3.199 -0.305 -0.121 C1 5SZ 7 5SZ C2 C6 C 0 1 Y N N 24.139 28.887 58.903 -3.534 -1.494 -0.815 C2 5SZ 8 5SZ C3 C7 C 0 1 Y N N 23.144 28.035 58.424 -2.606 -2.478 -0.948 C3 5SZ 9 5SZ F1 F1 F 0 1 N N N 22.996 26.764 58.874 -2.911 -3.618 -1.607 F1 5SZ 10 5SZ C4 C8 C 0 1 Y N N 23.392 30.654 57.439 -1.951 -0.150 0.405 C4 5SZ 11 5SZ N1 N2 N 0 1 Y N N 22.404 29.785 56.976 -1.019 -1.135 0.273 N1 5SZ 12 5SZ C5 C9 C 0 1 Y N N 22.274 28.489 57.442 -1.322 -2.299 -0.390 C5 5SZ 13 5SZ N2 N3 N 0 1 Y N N 21.248 27.931 56.794 -0.235 -3.053 -0.356 N2 5SZ 14 5SZ N3 N4 N 0 1 Y N N 20.737 28.738 55.983 0.698 -2.433 0.276 N3 5SZ 15 5SZ C6 C10 C 0 1 Y N N 21.403 29.891 56.041 0.273 -1.263 0.679 C6 5SZ 16 5SZ C8 C11 C 0 1 N N R 21.137 31.154 55.243 1.070 -0.243 1.452 C8 5SZ 17 5SZ C9 C12 C 0 1 N N N 20.255 30.773 54.029 1.202 -0.696 2.908 C9 5SZ 18 5SZ N4 N5 N 0 1 N N N 20.433 32.085 56.152 2.403 -0.113 0.859 N4 5SZ 19 5SZ C10 C13 C 0 1 N N N 19.117 31.769 56.561 3.211 -1.210 0.805 C10 5SZ 20 5SZ C11 C14 C 0 1 N N N 18.413 32.605 57.416 4.445 -1.172 0.276 C11 5SZ 21 5SZ C14 C15 C 0 1 Y N N 19.002 33.768 57.879 4.959 0.086 -0.267 C14 5SZ 22 5SZ N5 N6 N 0 1 Y N N 18.309 34.560 58.708 6.174 0.175 -0.799 N5 5SZ 23 5SZ C15 C16 C 0 1 Y N N 18.839 35.684 59.175 6.625 1.312 -1.285 C15 5SZ 24 5SZ C16 C17 C 0 1 Y N N 20.129 36.066 58.825 5.859 2.469 -1.264 C16 5SZ 25 5SZ C17 C18 C 0 1 Y N N 20.879 35.260 57.972 4.587 2.439 -0.723 C17 5SZ 26 5SZ C13 C19 C 0 1 Y N N 20.312 34.093 57.492 4.123 1.225 -0.212 C13 5SZ 27 5SZ C12 C20 C 0 1 N N N 21.032 33.255 56.632 2.788 1.087 0.379 C12 5SZ 28 5SZ O1 O2 O 0 1 N N N 22.183 33.545 56.307 2.039 2.044 0.439 O1 5SZ 29 5SZ H1 H1 H 0 1 N N N 28.730 33.024 60.525 -7.486 3.003 -1.172 H1 5SZ 30 5SZ H2 H2 H 0 1 N N N 28.004 31.916 61.738 -6.666 4.256 -0.210 H2 5SZ 31 5SZ H3 H3 H 0 1 N N N 29.026 31.255 60.417 -6.047 3.823 -1.822 H3 5SZ 32 5SZ H4 H4 H 0 1 N N N 26.438 29.855 60.271 -4.558 1.469 -2.034 H4 5SZ 33 5SZ H5 H5 H 0 1 N N N 24.826 28.527 59.654 -4.521 -1.618 -1.236 H5 5SZ 34 5SZ H6 H6 H 0 1 N N N 23.479 31.654 57.040 -1.699 0.760 0.929 H6 5SZ 35 5SZ H7 H7 H 0 1 N N N 22.084 31.591 54.894 0.560 0.719 1.416 H7 5SZ 36 5SZ H8 H8 H 0 1 N N N 20.046 31.672 53.431 0.210 -0.793 3.349 H8 5SZ 37 5SZ H9 H9 H 0 1 N N N 20.784 30.035 53.409 1.712 -1.659 2.944 H9 5SZ 38 5SZ H10 H10 H 0 1 N N N 19.308 30.341 54.385 1.778 0.041 3.467 H10 5SZ 39 5SZ H11 H11 H 0 1 N N N 18.652 30.863 56.202 2.845 -2.145 1.202 H11 5SZ 40 5SZ H12 H12 H 0 1 N N N 17.409 32.349 57.719 5.055 -2.064 0.253 H12 5SZ 41 5SZ H13 H13 H 0 1 N N N 18.259 36.311 59.837 7.618 1.346 -1.710 H13 5SZ 42 5SZ H14 H14 H 0 1 N N N 20.547 36.983 59.213 6.254 3.389 -1.669 H14 5SZ 43 5SZ H15 H15 H 0 1 N N N 21.883 35.540 57.691 3.972 3.326 -0.696 H15 5SZ 44 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 5SZ C9 C8 SING N N 1 5SZ C8 C6 SING N N 2 5SZ C8 N4 SING N N 3 5SZ N3 C6 DOUB Y N 4 5SZ N3 N2 SING Y N 5 5SZ C6 N1 SING Y N 6 5SZ N4 C10 SING N N 7 5SZ N4 C12 SING N N 8 5SZ O1 C12 DOUB N N 9 5SZ C10 C11 DOUB N N 10 5SZ C12 C13 SING N N 11 5SZ N2 C5 DOUB Y N 12 5SZ N1 C4 SING Y N 13 5SZ N1 C5 SING Y N 14 5SZ C11 C14 SING N N 15 5SZ C4 C1 DOUB Y N 16 5SZ C5 C3 SING Y N 17 5SZ C13 C14 DOUB Y N 18 5SZ C13 C17 SING Y N 19 5SZ C14 N5 SING Y N 20 5SZ C17 C16 DOUB Y N 21 5SZ O2 C7 SING Y N 22 5SZ O2 N6 SING Y N 23 5SZ C3 F1 SING N N 24 5SZ C3 C2 DOUB Y N 25 5SZ C1 C7 SING N N 26 5SZ C1 C2 SING Y N 27 5SZ N5 C15 DOUB Y N 28 5SZ C16 C15 SING Y N 29 5SZ C7 C19 DOUB Y N 30 5SZ N6 C18 DOUB Y N 31 5SZ C19 C18 SING Y N 32 5SZ C18 C20 SING N N 33 5SZ C20 H1 SING N N 34 5SZ C20 H2 SING N N 35 5SZ C20 H3 SING N N 36 5SZ C19 H4 SING N N 37 5SZ C2 H5 SING N N 38 5SZ C4 H6 SING N N 39 5SZ C8 H7 SING N N 40 5SZ C9 H8 SING N N 41 5SZ C9 H9 SING N N 42 5SZ C9 H10 SING N N 43 5SZ C10 H11 SING N N 44 5SZ C11 H12 SING N N 45 5SZ C15 H13 SING N N 46 5SZ C16 H14 SING N N 47 5SZ C17 H15 SING N N 48 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 5SZ InChI InChI 1.03 "InChI=1S/C20H15FN6O2/c1-11-8-17(29-25-11)13-9-15(21)19-24-23-18(27(19)10-13)12(2)26-7-5-16-14(20(26)28)4-3-6-22-16/h3-10,12H,1-2H3/t12-/m1/s1" 5SZ InChIKey InChI 1.03 MUXVJMKIENAXGE-GFCCVEGCSA-N 5SZ SMILES_CANONICAL CACTVS 3.385 "C[C@@H](N1C=Cc2ncccc2C1=O)c3nnc4n3cc(cc4F)c5onc(C)c5" 5SZ SMILES CACTVS 3.385 "C[CH](N1C=Cc2ncccc2C1=O)c3nnc4n3cc(cc4F)c5onc(C)c5" 5SZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1cc(on1)c2cc(c3nnc(n3c2)[C@@H](C)N4C=Cc5c(cccn5)C4=O)F" 5SZ SMILES "OpenEye OEToolkits" 2.0.4 "Cc1cc(on1)c2cc(c3nnc(n3c2)C(C)N4C=Cc5c(cccn5)C4=O)F" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 5SZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "6-[(1~{R})-1-[8-fluoranyl-6-(3-methyl-1,2-oxazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl]-1,6-naphthyridin-5-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5SZ "Create component" 2015-11-25 RCSB 5SZ "Initial release" 2016-02-10 RCSB #